Low-temperature oxidation of isopropylbenzene mediated by the system of NHPI, Fe(acac)3 and 1,10-phenanthroline

Low-temperature oxidation of isopropylbenzene mediated by the system of NHPI, Fe(acac)3 and 1,10-phenanthroline

Highly efficient oxidation of isopropylbenzene mediated by the system of NHPI/Fe(acac)3/Phen has been carried out at temperature as low as 60 °C. Significant improvement of catalysis by NHPI was associated with an enhanced oxidizing ability of Fe(III) tandem with Phen, which caused the intense gener...

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Bibliographic Details
Main Authors: N.I. Kuznetsova, D.E. Babushkin, V.N. Zudin, O.S. Koscheeva, L.I. Kuznetsova
Format: Article
Language:English
Published: Elsevier 2021-01-01
Series:Catalysis Communications
Subjects:
Oxidation
Isopropylbenzene
N-Hydroxyphthalimide
Iron(III) acetylacetonate
1,10-Phenantroline
Isopropylbenzene hydroperoxide
Online Access:http://www.sciencedirect.com/science/article/pii/S1566736720302946
Description
Summary:Highly efficient oxidation of isopropylbenzene mediated by the system of NHPI/Fe(acac)3/Phen has been carried out at temperature as low as 60 °C. Significant improvement of catalysis by NHPI was associated with an enhanced oxidizing ability of Fe(III) tandem with Phen, which caused the intense generation of PINO. Furthermore, NMR observations revealed formation of a hydrogen-bonded NHPI-Phen adduct soluble in acetonitrile and isopropylbenzene. Based on this phenomenon, the system was applicable for the oxidation of solvent-free isopropylbenzene. The promise of the system of NHPI/Fe(acac)3/Phen for the selective synthesis of isopropylbenzene hydroperoxide was demonstrated by oxidation at a low content of Fe(acac)3.
ISSN:1873-3905

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